Homes for Sale in 33036

• 

  

  

  /33

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  101 Gulfview Dr Unit 114D & 30' boat slip, Islamorada, FL 33036

  Ideal location in the desirable Bay Harbour community. Convenient access to Florida Bay and the Atlantic Ocean. Community amenities include a pool, hot tub, gym, and clubhouse. Perfect for year-round living or as a vacation rental as Bay Harbour allows 7-day rentals with a Village Vacation Rental License. This condo has a 16,000# boat lift in the designated boat slip.

  Judy Rossignol Realty One Group Engage the Keys

  101 Gulfview Dr Unit 114D & 30' boat slip, Islamorada, FL 33036
• 

  

  

  /28

  $714,000

  • 2 Beds
  • 1.5 Baths
  • 988 Sq Ft

  87465 Old Hwy Unit 225, Islamorada, FL 33036

  Welcome to this updated & turn-key 2 bedroom, 1.5 bathroom end unit, with unobstructed Ocean views, at Plantation By The Sea. Offering a spacious and well-designed floor plan, this condo effortlessly blends the kitchen, dining, and living areas, creating a perfect flow for entertaining or relaxing. This unit has two porches, one off the living room and another off the main bedroom. You can savor

  Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate

  87465 Old Hwy Unit 225, Islamorada, FL 33036
• 

  

  

  /109

  $4,950,000

  • 5 Beds
  • 6 Baths
  • 4,100 Sq Ft

  117 Leoni Dr, Islamorada, FL 33036

  Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes

  Mike Jones Fairchild Partners, Inc.

  117 Leoni Dr, Islamorada, FL 33036
• 

  

  

  /58

  $2,300,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  76412 Overseas Hwy, Islamorada, FL 33036

  Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut

  The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

  76412 Overseas Hwy, Islamorada, FL 33036
• 

  

  

  /34

  $4,949,000

  • Land
  • 3.00 Acres
  • $1,649,667 per Acre

  86560 Overseas Hwy, Islamorada, FL 33036

  This property features 3 acres of industrial upland, complemented by an additional 9 acres of bayfront land, which can be negotiated, including plans for a 100' dock and two 30k lb boat lifts. The property has 150 ft of US1 frontage and is conveniently located north of the weigh station. The Village of Islamorada officially recognizes 1,972 sq. ft. of non-residential floor area, one market-rate

  Antonio Cristobal Real Estate Sales Force

  86560 Overseas Hwy, Islamorada, FL 33036
• 

  

  /23

  $6,995,000

  • Land
  • 0.70 Acre
  • $10,018,156 per Acre

  81908 Overseas Hwy, Islamorada, FL 33036

  Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota.Village Center zoning allows for multiple use opportunities including, but not limited to,

  Jocelyn Tiedemann Ocean Sotheby's International Realty

  81908 Overseas Hwy, Islamorada, FL 33036
• 

  

  /129

  $9,650,000

  • 6 Beds
  • 7 Baths
  • 6,866 Sq Ft

  82238 Overseas Hwy, Islamorada, FL 33036

  This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the

  Cheri Tindall Ocean Sotheby's International Realty

  82238 Overseas Hwy, Islamorada, FL 33036
• 

  

  /95

  $4,999,900

  • 4 Beds
  • 4 Baths
  • 3,001 Sq Ft

  75761 Overseas Hwy, Islamorada, FL 33036

  Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The

  Carlos Mosquera Advantage Realty Group, LLC

  75761 Overseas Hwy, Islamorada, FL 33036
• 

  

  /87

  $7,500,000

  • 4 Beds
  • 3 Baths
  • 4,103 Sq Ft

  88547 Old Hwy, Tavernier, FL 33070

  Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

  Brett Newman Coldwell Banker Schmitt Islamorada

  88547 Old Hwy, Tavernier, FL 33070
• 

  

  /62

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  87200 Overseas Hwy, Islamorada, FL 33036

  All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

  Ivette Agusti Premier Properties

  87200 Overseas Hwy, Islamorada, FL 33036
• 

  

  /14

  $4,975,000

  • Land
  • 1.21 Acres
  • $4,111,539 per Acre

  75750 Overseas Hwy, Islamorada, FL 33036

  Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with a TDR and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus another .24 acres of bay

  Kim Thaler Ocean Sotheby's International Realty

  75750 Overseas Hwy, Islamorada, FL 33036
• 

  

  /31

  $4,975,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  75730 Overseas Hwy, Islamorada, FL 33036

  Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating open water views and is situated on 1.3 acres of land. Complete with three bedrooms and two bathrooms, this ground-level, and updated residence is the perfect place to entertain while basking in all of the beauty the Keys

  Kim Thaler Ocean Sotheby's International Realty

  75730 Overseas Hwy, Islamorada, FL 33036
• 

  

  /33

  $590,000

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit S-8, Islamorada, FL 33036

  No spiral stairs here! They have been replaced and it's so much easier to walk up the stairs. This townhome is located by one of the tennis/pickleball courts and has a very nice open lanai with a cantilever umbrella to provide shade on those beautiful sunshiney Florida Keys days. The kitchen has stainless appliances and the washer and dryer are full size stackers. Both baths have been updated

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit S-8, Islamorada, FL 33036
• 

  

  /25

  $1,225,000

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  101 Gulfview Dr Unit 116, Islamorada, FL 33036

  Luxury Islamorada Condo

  Judy Rossignol Realty One Group Engage the Keys

  101 Gulfview Dr Unit 116, Islamorada, FL 33036
• 

  

  /46

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 2,026 Sq Ft

  101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036

  Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on

  Judy Rossignol Realty One Group Engage the Keys

  101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036
• 

  

  /30

  $399,000

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft

  119 Cortez Dr Unit G5, Islamorada, FL 33036

  Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25' boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt

  Lorie LaLonde American Caribbean Real Estate, Christie's International Real Estate

  119 Cortez Dr Unit G5, Islamorada, FL 33036
• 

  

  /36

  $6,495,000

  • Land
  • 1.10 Acres
  • $5,894,212 per Acre

  75131 Overseas Hwy, Islamorada, FL 33036

  Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches.

  Randy Selden Century 21 Circle- Islamorada

  75131 Overseas Hwy, Islamorada, FL 33036
• 

  

  /50

  $8,900,000

  • 6 Beds
  • 5 Baths
  • 6,100 Sq Ft

  91 Iroquois Dr, Islamorada, FL 33036

  Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights

  Steven Koleno Beycome of Florida LLC

  91 Iroquois Dr, Islamorada, FL 33036
• 

  

  /25

  $6,750,000

  • Land
  • 8 Acres
  • $867,084 per Acre

  82900 Old Hwy, Islamorada, FL 33036

  OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic

  Karan Moeller Ocean Sotheby's International Realty

  82900 Old Hwy, Islamorada, FL 33036
• 

  /2

  $350,000

  • Land

  80939 Overseas Hwy, Islamorada, FL 33036

  6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

  Danny Sanchez Century 21 All Keys Inc (KW)

  80939 Overseas Hwy, Islamorada, FL 33036
• 

  

  /23

  $895,000

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  Tucked away behind lush tropical vegetation, this charming ground-level CBS home with plenty space to park your boat offers the ultimate in privacy while placing you right in the heart of Upper Matecumbe - Islamorada's most coveted island. The 2-bedroom, 1-bath layout is cozy yet solid, with a spacious fenced backyard that's perfect for entertaining, gardening, or adding a pool. From here, you

  Wiebke Westedt LoKation Real Estate

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /39

  $139,000

  • Land

  9 and 10 Dr, Key Largo, FL 33036

  This Tier 3 lot and a half in the desirable Key Largo Park neighborhood offers an incredible opportunity to build your dream home in the heart of the Florida Keys. Zoned IS (Improved Subdivision), the wooded property is ideally located behind Centennial Bank on Coconut Drive, combining natural charm with unmatched convenience. Residents of the community enjoy access to a voluntary homeowners'

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  9 and 10 Dr, Key Largo, FL 33036
• 

  

  /81

  $4,250,000

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 8, Islamorada, FL 33036

  Richard Lemon Serhant Florida LLC - Delray Beach Office

  82779 Old Hwy Unit 8, Islamorada, FL 33036
• 

  

  /68

  $1,375,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 4, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 4, Islamorada, FL 33036
• 

  

  /57

  $20,995,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  88351 Old Hwy, Islamorada, FL 33036

  'Tranquility Haven' features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises,

  Patti Stanley Coldwell Banker Schmitt Islamorada

  88351 Old Hwy, Islamorada, FL 33036
• 

  

  /51

  $1,625,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,096 Sq Ft

  124 Venetian Way, Islamorada, FL 33036

  Island Living in Prestigious Venetian Shores!Welcome to this newly custom-built four bedroom, three bathroom residence ideally positioned on a tranquil plugged canal in one of the most sought-after neighborhoods in the Florida Keys. Upstairs, enjoy a spacious open porch, ideal for outdoor dining that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  124 Venetian Way, Islamorada, FL 33036
• 

  

  /113

  $5,000,000 New Construction

  • 5 Beds
  • 5 Baths
  • 4,064 Sq Ft

  88 W Plaza Del Lago, Islamorada, FL 33036

  Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a

  The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

  88 W Plaza Del Lago, Islamorada, FL 33036
• 

  

  /109

  $19,495,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,692 Sq Ft

  87429 Old Hwy, Islamorada, FL 33036

  A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  87429 Old Hwy, Islamorada, FL 33036
• 

  

  /192

  $31,200,000 New Construction

  • 8 Beds
  • 9.5 Baths
  • 10,228 Sq Ft

  76180 Overseas Hwy, Islamorada, FL 33036

  Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | BeachWelcome to a rare offering in the heart of the Florida Keys--this 1.65-acre gated bayfront compound in Islamorada combines timeless island luxury with modern amenities and endless water views. With 150 feet of private waterfront,

  Leslie Leopold Ocean Sotheby's International Realty

  76180 Overseas Hwy, Islamorada, FL 33036
• 

  

  /40

  $1,675,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,277 Sq Ft

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

  Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features

  AJ Vetter Palm House Real Estate

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /81

  $6,995,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,195 Sq Ft

  118 Villa Bella Dr, Islamorada, FL 33036

  Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out,

  Karan Moeller Ocean Sotheby's International Realty

  118 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /67

  $5,990,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 21, Islamorada, FL 33036

  Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms,

  Richard Lemon Serhant Florida LLC - Delray Beach Office

  82779 Old Hwy Unit 21, Islamorada, FL 33036
• 

  

  /64

  $1,599,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 13, Islamorada, FL 33036

  Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

  Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 13, Islamorada, FL 33036
• 

  

  /65

  $1,499,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 7, Islamorada, FL 33036

  Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

  Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 7, Islamorada, FL 33036
• 

  

  /66

  $1,699,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 8, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 8, Islamorada, FL 33036

Showing Results 121 - 155, Page 4 of 4